oxazol-2-yl(7-phenoxychroman-3-yl)methanone | 1607826-09-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: oxazol-2-yl(7-phenoxychroman-3-yl)methanone
• 英文别名: 1,3-oxazol-2-yl-(7-phenoxy-3,4-dihydro-2H-chromen-3-yl)methanone
• CAS: 1607826-09-4
• 化学式: C₁₉H₁₅NO₄
• 分子量: 321.332
• InChiKey: UEAGALZXNFASJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (7-phenoxychroman-3-yl)methanol 在 硼烷四氢呋喃络合物 、 草酰氯 、 戴斯-马丁氧化剂 、 二甲基亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 oxazol-2-yl(7-phenoxychroman-3-yl)methanone
  参考文献：
  名称：

  α-Ketoheterocycle inhibitors of fatty acid amide hydrolase: Exploration of conformational constraints in the acyl side chain

  摘要：

  A series of alpha-ketooxazoles containing heteroatoms embedded within conformational constraints in the C2 acyl side chain of 2 (OL-135) were synthesized and evaluated as inhibitors of fatty acid amide hydrolase (FAAH). The studies reveal that the installation of a heteroatom (O) in the conformational constraint is achievable, although the potency of these novel derivatives is reduced slightly relative to 2 and the analogous 1,2,3,4-tetrahydronaphthalene series. Interestingly, both enantiomers (R and S) of the candidate inhibitors bearing a chiral center adjacent to the electrophilic carbonyl were found to effectively inhibit FAAH. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.03.013

文献信息

• α-Ketoheterocycle inhibitors of fatty acid amide hydrolase: Exploration of conformational constraints in the acyl side chain
  作者：Katharine K. Duncan、Katerina Otrubova、Dale L. Boger

  DOI：10.1016/j.bmc.2014.03.013

  日期：2014.5

  A series of alpha-ketooxazoles containing heteroatoms embedded within conformational constraints in the C2 acyl side chain of 2 (OL-135) were synthesized and evaluated as inhibitors of fatty acid amide hydrolase (FAAH). The studies reveal that the installation of a heteroatom (O) in the conformational constraint is achievable, although the potency of these novel derivatives is reduced slightly relative to 2 and the analogous 1,2,3,4-tetrahydronaphthalene series. Interestingly, both enantiomers (R and S) of the candidate inhibitors bearing a chiral center adjacent to the electrophilic carbonyl were found to effectively inhibit FAAH. (C) 2014 Elsevier Ltd. All rights reserved.